18

Summerland Key, FL Homes under $500,000

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  • 31052 Avenue H, Big Pine Key, FL 33043
    31052 Avenue H, Big Pine Key, FL 33043
    31052 Avenue H, Big Pine Key, FL 33043
    /13

    $475,000

    • 4 Beds
    • 3 Baths
    • 1,620 Sq Ft

    31052 Avenue H, Big Pine Key, FL 33043

    Investment opportunity on 10,000 sq. ft. double lot near the Big Pine Community Park; the location offers easy access to US1, local shopping and more; Marathon and Key West are within easy reach. **DO NOT WALK THE PROPERTY WITHOUT APPOINTMENT** 2 units, 2 tenants; pets on premises. 1,060 sq. ft. mobile home has 3BD/2BA, exterior wood siding; interior has been updated. CBS garage has 560 sq. ft.

    Agent Photo

    Patti Nickless

    Coldwell Banker Schmitt Lower Keys (KW)

    (844) 542-1790

    31052 Avenue H, Big Pine Key, FL 33043
  • 701 Spanish Main Dr Unit 635, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 635, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 635, Cudjoe Key, FL 33042
    /52

    $439,000

    • 2 Beds
    • 2 Baths
    • 864 Sq Ft

    701 Spanish Main Dr Unit 635, Cudjoe Key, FL 33042

    Transient Rental License! Welcome to the epitome of comfort and convenience in this Palm Harbor fully furnished two-bedroom, two-bath home located within the highly desirable Venture Out Community. This immaculate home is nestled around tropical landscaping with a relaxing patio out back. Step into the open concept living room and well-equipped eat-in kitchen, featuring a full line of new

    Kim Babenzien Expert Realty LLC (HQ)

    701 Spanish Main Dr Unit 635, Cudjoe Key, FL 33042
  • Lot 16 Date Palm Dr, Sugarloaf Key, FL 33042
    Lot 16 Date Palm Dr, Sugarloaf Key, FL 33042
    Lot 16 Date Palm Dr, Sugarloaf Key, FL 33042
    /3

    $449,000

    • Land
    • 0.34 Acre
    • $1,303,896 per Acre

    Lot 16 Date Palm Dr, Sugarloaf Key, FL 33042

    Oversized lot in gorgeous Sugarloaf Key with 15,000 Square feet ready for you to enter into the ROGO system. This sale comes with a ROGO Point Letter from Monroe County for 0 Disturbed Pine worth 24 points, giving you 44 points to enter into the ROGO system to build your dream home. Seller has done the Letter of Current Site Conditions with the County as well as engineering for a house, just

    Pamela Stangler Expert Realty LLC

    Lot 16 Date Palm Dr, Sugarloaf Key, FL 33042
  • 27973 Snapper Ln, Little Torch Key, FL 33042
    27973 Snapper Ln, Little Torch Key, FL 33042
    27973 Snapper Ln, Little Torch Key, FL 33042
    /25

    $479,000

    • 2 Beds
    • 2 Baths
    • 1,056 Sq Ft

    27973 Snapper Ln, Little Torch Key, FL 33042

    Welcome to your dream retreat by the sea! This beautifully renovated 2/2 offers the perfect blend of classic coastal charm and modern upgrades. Recently renovated with a new roof (2021), new doors and windows (2000), new AC units and updated paint throughout. This home is located in a serene waterfront community with an unlimited free-access boat launch located only minutes from the house. Enjoy

    Bill Vaught (REO Vaught Realty LLC Vaught Realty

    27973 Snapper Ln, Little Torch Key, FL 33042
  • 24285 Caribbean Dr, Summerland Key, FL 33042
    24285 Caribbean Dr, Summerland Key, FL 33042
    24285 Caribbean Dr, Summerland Key, FL 33042
    /13

    $435,000

    • Land

    24285 Caribbean Dr, Summerland Key, FL 33042

    Purchase this deep draft canal front LOT in Summerland Key while the building permit is in-process for a 4 bedroom / 2 bath stilted single family residence (home is additional). The plans shown are for a 1920 sq ft' / 2 story Affinity home with features that include impact doors and windows and built to 180 mph with a cistern and designed using the Green Building code. Great for the

    Donna Pezzi Keller Williams Key West Compass Realty

    24285 Caribbean Dr, Summerland Key, FL 33042
  • 31131 Avenue D, Big Pine Key, FL 33043
    31131 Avenue D, Big Pine Key, FL 33043
    31131 Avenue D, Big Pine Key, FL 33043
    /35

    $459,000

    • 2 Beds
    • 1 Bath
    • 754 Sq Ft

    31131 Avenue D, Big Pine Key, FL 33043

    Make this Charming Keys cottage your little piece of paradise today. Complete Remodel 2 Bedroom 1 bathroom with a bonus office/guest room opening to a large screened patio and spacious back yard. This Home is a true Conch home Constructed with Miami Dade Pine originally built in Key West then moved to Big Pine to join the first few homes built on. the Island. Impact doors, new shutters, new roof,

    Heather Mason Coastal Collection Real Estate Inc.

    31131 Avenue D, Big Pine Key, FL 33043
  • 1147 Basque Ln, Cudjoe Key, FL 33042
    1147 Basque Ln, Cudjoe Key, FL 33042
    1147 Basque Ln, Cudjoe Key, FL 33042
    /13

    $495,000

    • Land

    1147 Basque Ln, Cudjoe Key, FL 33042

    PERMIT IN HAND for this Buildable Vacant Lot! This proposed engineered house is a large 2,132 Sq Ft 2 story plus 1,066 w/ potential parking & storage below at ground level. Current design and engineering calls for 4 Bedrooms 3.5 Baths with 4 Exterior Balcony/Decks providing approximately 450 Sq Ft of additional space for Open Water Views plus the house will also have Open Water Views all with a

    Brad Baker RE/MAX Keys To The Key

    1147 Basque Ln, Cudjoe Key, FL 33042
  • 701 Spanish Main Dr Unit 280, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 280, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 280, Cudjoe Key, FL 33042
    /51

    $420,000

    • 1 Bed
    • 1 Bath
    • 816 Sq Ft

    701 Spanish Main Dr Unit 280, Cudjoe Key, FL 33042

    Charming Opportunity in Venture Out on Cudjoe Key! Welcome to your next project in the sought-after gated community of Venture Out! This one-bedroom, one-bath mobile home is brimming with potential, offering a unique chance for investors or DIY enthusiasts looking to create their dream getaway. As you step inside, you'll find a cozy layout that provides a blank canvas for your creative vision.

    Kelly Gardner Bluescape Real Estate

    701 Spanish Main Dr Unit 280, Cudjoe Key, FL 33042
  • 701 Spanish Main Dr Unit 342, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 342, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 342, Cudjoe Key, FL 33042
    /30

    $470,000

    • 1 Bed
    • 1 Bath
    • 748 Sq Ft

    701 Spanish Main Dr Unit 342, Cudjoe Key, FL 33042

    Welcome to your tropical paradise at Venture Out, a gated community on Cudjoe Key, located at Mile Marker 23 in the stunning Florida Keys! This charming, fully furnished 1-bedroom, 1-bath retreat is perfect for enjoying the sun-drenched lifestyle you've been dreaming of. Step into your cozy getaway, featuring a spacious 35' concrete seawall that invites you to explore the waters. Unwind on the

    Kelly Gardner Bluescape Real Estate

    701 Spanish Main Dr Unit 342, Cudjoe Key, FL 33042
  • 701 Spanish Main Dr Unit 234, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 234, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 234, Cudjoe Key, FL 33042
    /60

    $499,000

    • 2 Beds
    • 2 Baths
    • 604 Sq Ft

    701 Spanish Main Dr Unit 234, Cudjoe Key, FL 33042

    Transient Rental License. Beautiful updated 2bed/2bath, fully furnished, canal front home with look-down canal views! Interior is light and bright with the main living area surrounded by windows and a sliding glass door to bring the outdoors in. New air conditioner. Featuring a 35' concrete seawall equipped with dock whips, cleats, and storage box. Property is situated on a wide Y-shaped canal

    Kim Babenzien Expert Realty LLC (HQ)

    701 Spanish Main Dr Unit 234, Cudjoe Key, FL 33042
  • 132 Blackbeard Rd, Little Torch Key, FL 33042
    132 Blackbeard Rd, Little Torch Key, FL 33042
    132 Blackbeard Rd, Little Torch Key, FL 33042
    /17

    $450,000

    • Land

    132 Blackbeard Rd, Little Torch Key, FL 33042

    This beautiful oversized lot is located in Jolly Rogers Estates, Little Torch Key. Corner lot with two sides of canal front with some open water views. The seller is in the process of obtaining a building permit for a 1227 sq ft 3 bedrooms & 2 baths, Modular Home. The building department has the property ranked with 41 points. Buyer to finish the permitting process. Enjoy quick boating

    Halley Haack Coldwell Banker Schmitt RE Co. Lower Keys Office

    132 Blackbeard Rd, Little Torch Key, FL 33042
  • 701 Spanish Main Dr Unit 182, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 182, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 182, Cudjoe Key, FL 33042
    /39

    $495,000

    • 1 Bed
    • 1 Bath
    • 754 Sq Ft

    701 Spanish Main Dr Unit 182, Cudjoe Key, FL 33042

    Oceanfront Paradise Awaits!Unit 182 in Venture OutExperience the epitome of Florida living in this charming one-bedroom, one-bathroom mobile home with Florida Room nestled within an exclusive gated community.This beautifully maintained home boasts:* Prime Canal front Location: Enjoy breathtaking ocean views and direct access to the water from your private 35 ft seawall.* Community Boat Ramp and

    Ian Calderwood Bluescape Real Estate

    701 Spanish Main Dr Unit 182, Cudjoe Key, FL 33042
  • 701 Spanish Main Dr Unit 600, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 600, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 600, Cudjoe Key, FL 33042
    /24

    $475,000

    • Land

    701 Spanish Main Dr Unit 600, Cudjoe Key, FL 33042

    Welcome to your own slice of paradise at Venture Out, a premier gated community in the heart of the Florida Keys, located at Mile Marker 23 on Cudjoe Key. This exceptional RV lot, measuring 35' x 69', offers the perfect blend of comfort and functionality for the ultimate outdoor lifestyle. Features of this lot include a sturdy concrete seawall equipped with a convenient fish cleaning table and

    Kelly Gardner Bluescape Real Estate

    701 Spanish Main Dr Unit 600, Cudjoe Key, FL 33042
  • 31515 Avenue E Unit E, Big Pine Key, FL 33043
    31515 Avenue E Unit E, Big Pine Key, FL 33043
    31515 Avenue E Unit E, Big Pine Key, FL 33043
    /27

    $419,000

    • 1 Bed
    • 1 Bath
    • 441 Sq Ft

    31515 Avenue E Unit E, Big Pine Key, FL 33043

    Per Seller: Boater's Paradise! 3 minutes to open water with the ability to dock almost any big boat or multiple boats here! 50' of sea wall and there is 25x50 feet of owned sea bed so the potential to moor boats here is amazing. Huge catamaran sail boat or multiple center consoles backed in. Would be a great base for a fishing charter. This is a cozy, solid built home, not a manufactured or

    Jonathan Minerick Homecoin.com

    31515 Avenue E Unit E, Big Pine Key, FL 33043
  • 701 Spanish Main Dr Unit 183, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 183, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 183, Cudjoe Key, FL 33042
    /20

    $470,000

    • Land

    701 Spanish Main Dr Unit 183, Cudjoe Key, FL 33042

    New Listing! This 35' x 69' canal front lot has ocean views and excellent boating. Bring your RV and live simply by the sea in the private, gated community of Venture Out on Cudjoe Key. Are you looking to build without having to go through the ROGO process? Look no further! This Lot provides you the Right to Build your future home.This Lot has a concrete parking pad and lush tropical landscaping

    Kelly Gardner Bluescape Real Estate

    701 Spanish Main Dr Unit 183, Cudjoe Key, FL 33042
  • 37 Yardarm Rd Unit 1, Cudjoe Key, FL 33042
    37 Yardarm Rd Unit 1, Cudjoe Key, FL 33042
    /2

    $450,000

    • 2 Beds
    • 2 Baths
    • 980 Sq Ft

    37 Yardarm Rd Unit 1, Cudjoe Key, FL 33042

    This sale is for three 5000 square foot lots. Two are undeveloped (bilders points TBD) One lot has an abandoned house so it is ROGO exempt.

    Joseph Ordini Keller Williams Key West Compass Realty

    37 Yardarm Rd Unit 1, Cudjoe Key, FL 33042
  • 248 Yardarm Rd, Cudjoe Key, FL 33042
    248 Yardarm Rd, Cudjoe Key, FL 33042
    /2

    $450,000

    • Land

    248 Yardarm Rd, Cudjoe Key, FL 33042

    The sale is for lots 35,36, & 37. Lot 37 has a house that is rogo exempt. Sewer has been connected and the lot has been cleared and cleaned. The two other lots have a total of 1 to 2 transferable points attached(to be determined)

    Joseph Ordini Keller Williams Key West Compass Realty

    248 Yardarm Rd, Cudjoe Key, FL 33042
  • 69 Palm Dr, Key West, FL 33040
    69 Palm Dr, Key West, FL 33040
    69 Palm Dr, Key West, FL 33040
    /15

    $465,000

    • 2 Beds
    • 1 Bath
    • 798 Sq Ft

    69 Palm Dr, Key West, FL 33040

    ROGO exempt! Opportunity to easily replace existing mobile with a hurricane-rated modular, wood frame or Concrete home in a relaxed Lower Keys community just 15 minutes from Key West. Located on a 60+ ft wide deep-water canal with a solid seawall--ideal for boating or fishing right from your backyard. Enjoy neighborhood amenities like tennis and pickleball courts, a playground, and green space,

    Natallie Liz Expert Realty LLC (HQ)

    69 Palm Dr, Key West, FL 33040
Florida Monroe County Summerland Key

Real Estate & Homes in Summerland Key, FL under $500,000

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In Summerland Key, you'll encounter a variety of homes and houses for sale priced under $500,000, providing affordable options for potential buyers. With 18 listings available, there's a wide selection to explore, from charming bungalows to contemporary townhouses. These properties offer an opportunity to enter the real estate market or diversify your investment portfolio without exceeding your budget. Discover the range of homes for sale under 500k in Summerland Key, FL and find the perfect fit for your homeownership goals.

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